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化学学报
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化学学报 ›› 2008, Vol. 66 ›› Issue (14): 1700-1706. 上一篇    下一篇

研究论文

1,2,3,4-四氢喹啉-4-酮衍生物的线性及非线性光学性质

吴伟兵a,c 王明亮*,a 黄 维b 孙岳明a
崔一平b 徐春祥b   

  1. (a东南大学化学化工学院 南京 211189)
    (b东南大学电子科学与工程学院 南京 210096)
    (c南京林业大学制浆造纸工程系 南京 210037)
  • 投稿日期:2007-11-12 修回日期:2008-02-26 发布日期:2008-07-28
  • 通讯作者: 王明亮

Linear and Nonlinear Optical Properties of 1,2,3,4-Tetrahydroquinolin-4-one Derivatives

WU, Wei-Bing a,c WANG, Ming-Liang *,a HUANG, Wei b SUN, Yue-Ming a
CUI, Yi-Ping b XU, Chun-Xiang b     

  1. (a School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189)
    (b School of Electronic Science and Engineering, Southeast University, Nanjing 210096)
    (c Department of pulp and Paper Making, Nanjing Forestry University, Nanjing 210037)
  • Received:2007-11-12 Revised:2008-02-26 Published:2008-07-28
  • Contact: WANG, Ming-Liang

PDF

700

被引次数

18

合成了一系列具有刚性结构的推拉型1,2,3,4-四氢喹啉-4-酮衍生物: 1-苄基-1,2,3,4-四氢喹啉-4-酮(BTHQ)、2-(1,2,3,4-四氢喹啉-4-叶立德)丙二腈(THQM)、1,6-二羰基久洛尼定(DOJ)和1,6-二(二氰甲烯基叶立德)久洛尼定(BDCJ).测定了其吸收光谱、单光子荧光光谱和双光子上转换荧光光谱. 这类化合物的单双光子荧光参数都存在着很强的、规则的溶剂效应, 表明分子激发态可能存在较大的极性. 它们的二氯甲烷溶液在800 nm飞秒激光(150 fs)照射下, 能够发射出很强的双光子上转换荧光. 采用非线性透过率法测得四个化合物的双光子吸收截面在0.83～23.95×10－50 cm4•s•photon－1之间. 这类化合物的激发态存在有效的分子内电荷转移, 对双光子吸收和双光子荧光发射有较大贡献.

关键词: 1,2,3,4-四氢喹啉-4-酮, 双光子荧光, 双光子吸收, 推拉型结构

A series of 4-dihydroquinolinone derivatives with planar push-pull structure were synthesized including 1-benzyl-2,3-dihydroquinolin-4-one (BDHQ), 2-(2,3-dihydroquinolin-4(1H)-ylidene)malononitrile (DHQM), 1, 6-diketojulolidine (DKJ) and 1, 6-bisdicyanomethylene julolidine (BDCJ). The absorption spectra, one-photon excited fluorescence and two-photon excited fluorescence spectra have been recorded. The derivatives show strong solvatochromism in both their one-photon and two-photon excited fluorescence, sug-gesting great polarity of their excited states. Pumped by femtosecond laser at 800 nm, strong up-conversion emissions in the solution of CH2Cl2 have been observed. Their two-photon absorption cross-sections ob-tained by nonlinear transmission method are in the range of 0.83~23.95×10-50 cm4•s•photon-1. The in-tramolecular charge state upon excited state makes the dominant contribution to the two-photon absorption and two-photon excited fluorescence of theses compounds.

Key words: 1,2,3,4-tetrahydroquinolin-4-one, two-photon excited fluorescence, two-photon absorption, push-pull structure